Structure Database (LMSD)

Common Name
19-Nor-14-epi-23-yne-1,25 dihydroxyvitamin D3
Systematic Name
(7E)-(1R,3R,14R)-19-nor-23-yne-9,10-seco-5,7-cholestadiene-1,3,25-triol
Synonyms
  • TX 522
  • Inecalcitol
LM ID
LMST03020649
Formula
C26H40O3
Exact Mass
Calculate m/z
400.297745
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Two novel 14-Epi-analogues of 1,25-dihydroxyvitamin D3 inhibit the growth of human breast cancer cells in vitro and in vivo.,
Cancer Res, 2000
Pubmed ID: 10825140

String Representations

InChiKey (Click to copy)
HHGRMHMXKPQNGF-WNSNRMDMSA-N
InChi (Click to copy)
InChI=1S/C26H40O3/c1-18(7-5-13-25(2,3)29)23-11-12-24-20(8-6-14-26(23,24)4)10-9-19-15-21(27)17-22(28)16-19/h9-10,18,21-24,27-29H,6-8,11-12,14-17H2,1-4H3/b20-10+/t18-,21-,22-,23-,24-,26-/m1/s1
SMILES (Click to copy)
C1/C(=C/C=C2\CCC[C@]3(C)[C@@]([H])([C@]([H])(C)CC#CC(O)(C)C)CC[C@]\23[H])/C[C@@H](O)C[C@@H]1O

Other Databases

PubChem CID
6915835
Cayman ID
37288
GuidePharm ID
7747

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 437.09
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.62
Molar Refractivity 119.59

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Created at
-
Updated at
13th Jun 2021